Water → 1,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one

HRID 1699747ノート

反応式

HRID 1699747 の反応式
Br[C:2]1[C:10]2[O:11][CH2:12][CH2:13][C:9]=2[C:8]2[C:7](=[O:14])[CH2:6][CH2:5][C:4]=2[C:3]=1Br.C([O-])(=O)C.[Na+].O>CO.[Pd]>[CH2:13]1[CH2:12][O:11][C:10]2[CH:2]=[CH:3][C:4]3[CH2:5][CH2:6][C:7](=[O:14])[C:8]=3[C:9]1=2

参加物

6

反応物 3

HCID 962WaterHCID 517045Sodium AcetateHCID 117272814,5-Dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one

生成物 1

HCID 111376161,2,6,7-Tetrahydro-8H-indeno[5,4-b]furan-8-one収率 83%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

反応条件

温度
40 °C

実験手順

To a suspension of 4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one (18.4 g, 55.4 mmols) in methanol (400 mL) was added 10% Palladium on activated carbon (2.0 g, 50% hydrous) followed by sodium acetate (12.6 g, 154 mmols). The mixture was stirred at 40° C. for 1.5 hours under hydrogen atmosphere (4 kgf/cm2). The catalyst was filtered off and the filtrate was concentrated under reduced pressure. Crystals were collected by filtration, washed with water and recrystallized successively with methanol:water=5:1 to obtain 8.0 g (yield: 83%) of the title compound.

後処理

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. filtrationCrystals were collected by filtration
  4. washwashed with water
  5. customrecrystallized successively with methanol

出典と根拠

ORDレコード
ord-8616af552c7f4501b2415e61120a90e8
出典データセット
uspto-grants-2002_02
特許番号
US06348485B1

反応ノート

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